N-ethyl carbazole → 3,6-Bis(4-chlorobutyryl)-N-ethylcarbazole

HRID 268140

反応式

HRID 268140 の反応式
[CH2:1]([N:3]1[C:15]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[C:9]2[C:4]1=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH3:2].[Cl:16][CH2:17][CH2:18][CH2:19][C:20](Cl)=[O:21].[Cl-:23].[Al+3].[Cl-].[Cl-]>C(Cl)Cl>[Cl:16][CH2:17][CH2:18][CH2:19][C:20]([C:7]1[CH:6]=[CH:5][C:4]2[N:3]([CH2:1][CH3:2])[C:15]3[C:10]([C:9]=2[CH:8]=1)=[CH:11][C:12]([C:20](=[O:21])[CH2:19][CH2:18][CH2:17][Cl:23])=[CH:13][CH:14]=3)=[O:21]

参加物

5

反応物 3

HCID 6836N-ethyl carbazoleHCID 783704-Chlorobutyryl chlorideHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 123317903,6-Bis(4-chlorobutyryl)-N-ethylcarbazole

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 78.0g (0.4 mole) of N-ethylcarbazole and 141 g (1.0 mole) of 4-chlorobutyrylchloride in 1 l of methylene chloride, previously cooled to 0°C, 127.0 g (0.95 mole) of aluminum chloride was added portionwise. The mixture was stirred at room temperature for 16 hours, and the resulting complex was decomposed with concentrated HCl/ice. The organic layer was separated, washed with water, dried over magnesium sulfate and treated with pentane to precipitate the desired product which was recrystallized from acetone and then acetone-methanol. M.P. 106°-108°C, λmaxEtOH 259, E1cm1% 1030.

後処理

  1. customThe organic layer was separated
  2. washwashed with water
  3. dry with materialdried over magnesium sulfate
  4. additiontreated with pentane
  5. customto precipitate the desired product which
  6. customwas recrystallized from acetone

出典と根拠

ORDレコード
ord-24a8612ce08642c3adfc87b5f32975fe
出典データセット
uspto-grants-1976_03
特許番号
US03946021

関連ノート

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